Yellow monoazo dyestuffs and process of making same



Patented June 1, 1926.

U tit AUGUST LEQPOLD LASKA AND FRITZ WEBER, OF OEFENBACI-ION-THE-MAIN,

FFHCE.

GER-MANY, ASSIGNORS TO CORPORATION 9F CHEMISCHE FABBIK GRIESHEIM- ELEKTRON, OF FRANKFURT-OIT-TI-IE-MAIN, GERMANY.

YELLOW MONOAZO DYESTUFF$ AND PROCESS OF MAKING SAME.

1N0 Drawing. Application filed September 10, 1925, Serial No. 55,629, and. in Germany September 20, 1924.

Our invention relates to new yellow monoazodyestufis corresponding probably in the state of free acids to the general formula:

in which formula R represents the residue of a body of the diphenyl series, It, represents the group CH or COQH, which dyestuiis are when dry yellow powders, soluble in water to a yellow solution, yielding on reduction with stannous chloride a monoamin of the diphenyl series and a i-aminoJ-sultoaryl-o-pyrazolon body and dyeing wool in yellow shades especially fast to milhng'.

The new dyestuffs may be obtained'by combining diazotized monoamins of the di- I phenyl series with l-sulfoaryl fi-pyrazolon bodies.

Under the latter term we include both 1-sulfoaryl-3-methyl-5-pyrazo1ons and 1-su1toaryl-5-pyrazolon- -carboxylic acid.

Especially valuable are the dyestuiis which are obtained by combining diazotized monoamins of the diphenyl-series with l-suli'oa-ryl- 3-1nethyl-5-pyrazolons having probably in is worked up in the usual manner and yields on wool yellow shades, fast to milling.

In the same manner the combination may be conducted with other derivatives of pyrazolon, for example with para-sulfophenylmethylpyrazolon, or other diphenylbases,

the state of free acids the general formula in which formula It represents the residue of a body of the dphenyl series.

The following example illustrates the invention, the parts being by weight.

E womple.

238 parts ofamino dichlorodiphenyl (obtained on starting from benzidin by substituting the ainido groups by chlorine accordingto the method of Sandmeyer, by nitrating and reducing) are diazotized in a sufficient quantity of water with 285 parts of hydrochloric acid of 20 B. and 6.9 partsof such as ortho-or para-aminodiphenyl, or am inodi'chloroditolyl (obtained on starting from tolidin by substituting the aminogroups by chlorine, nitrating and reducing) may be used.

Now what we claim is:

1. As new compounds yellow monoazodyestufis, corresponding probably in the state of free acids to the general formula:

- sulfoaryl-o-pyrazolon bodies.

3. As new compounds yellow monoazodyewhich dyestuff is when dry a yellow powder, soluble in water to a yellow solution, yielding on reduction with stannous chloride amino-44-dichlorodiphenyl and l-para-sulf0 ortho chlorophenyl-3rmethyl--amino-5- pyrazolon and dyeing wool in a yellow shade, especially fast to milling.

6. A. process of making a new yellow monoazodyestuif consisting in combining diazostuifs, corresponding probably in the state of free acids to'the formula:

0 N a 2 RN=N--or1 1 & N

T IS 0:11 in which the formula R represents the residue of a bodyof the diphenyl series, which dyestuffs are when dry yellow powders, soluble in water to a yellow solution, yielding on reduction with stannous chloride a monoamin of the diphenyl series and a 4-amino-1- sulfoaryl-3-methyl-5-pyrazolon and dyeing wool in yellow shades, especially fast to millmg,

4. A process of making yellow monoazodyestuffs consisting in combining diazotized mo-noamins of the diphenyl series with lsulfoaryl-3-methyl-5pyrazolons.

5. As a new compound, a yellow monoazodyestuff, having probably in the state of the free acid the formula:

C O NOSOHI tized amin0-4.4dichlorodiphenyl with 1- para sulfo ortho-chlorophenyl-3-methyl5 pyrazolon.

In testimony, that we claim the foregoing as our invention, we have signed our names, this 81st day of August 1925.

' AUGUST LEOPOLD LASKA.

FRITZ lVEBER. 

